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Highly Selective Reduction of α, β ‐Unsaturated Aldehydes and Ketones under Ambient Conditions using Tetraalkylphosphonium‐based Ionic Liquids
Author(s) -
Ralphs Kathryn,
McCourt Éadaoin,
Ormandy Christopher,
Carneiro de Souza Thiago A.,
Nockemann Peter,
Jacquemin Johan,
Manyar Haresh G.
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201801092
Subject(s) - ionic liquid , cinnamaldehyde , chemistry , cinnamyl alcohol , catalysis , solvent , selectivity , alcohol , reducing agent , organic chemistry , selective reduction , ionic bonding , inorganic chemistry , ion
An efficient and green protocol for highly selective reduction of α,β ‐unsaturated aldehydes and ketones at room temperature is described in a range of ionic liquids, in the absence of noble metal catalysts, by using NaBH 4 as reducing agent. Most notably, using [P 6,6,6,14 ][N(CN) 2 ] ionic liquid, in absence of organic solvent, within 10 min, 97% conversion of cinnamaldehyde was achieved with 100% selectivity towards cinnamyl alcohol. The ionic liquid was easily recycled without any noticeable decline in activity. The reduction protocol was further extended to a variety of α,β ‐unsaturated aldehydes and ketones.